Ash Ketchum Crossdressing One-Shots

Wicke Chapter 33

Co-Writer GreyKing46

We do not own Pokémon. All rights and credit go to Nintendo and Game Freak

Reviews:

Redboat: Of course, we're fans of this ship.

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It was some days after Professors Burnet and Kukui were happily married. The service was wonderful, not a thing went wrong. It was full of laughter and tears.

Ashley had LOTS of fun during the reception

"How're you feeling, love?" Sabrina asked as she and Ashley were on the beach.

"Great." she smiled

The two looked out, seeing their children play in the sand while they sat on their towel. "You know, a woman could get jealous when her spouse is off fucking other people. I heard you and Burnet had a GREAT time the other night."

"Please. You pimped me out to her." Ashley purred

Sabrina chuckled at that and nodded. "True. Okay, I'm just being a little minx." She answered.

"You gonna make that a business?" Ashley joked

"Yes. With ME as the only client." Sabrina answered, kissing her.

Ashley giggled and nuzzled her wife's neck lightly

BEEP BEEP.

BEEP BEEP.

"Oh, come on." Ashley frowned

"What is it?" Sabrina asked

"Someone from the Aether Foundation. One of those 'Professors' who we met at Burnet's and Kukui's wedding. Oh. It's Wicke." Ashley explained. "She wants to meet up."

"I better be making money from this service." Sabrina joked

"If she asks for more than a hug, we'll be getting top poke-dollar." Ashley joked back kissing her wife and heading off

'Where is she asking me to go?' She thought as she looked at the text and saw it was the hotel opposite where she and Sabrina were staying at.

"Strange." she shrugged and headed to the location

Arriving there, she saw Wicke.

She was a mauve-haired woman with green eyes behind a pair of pink large framed glasses, a pink sweater that seemed to make her a little plump, wearing a white skirt and high-heeled boots.

"Oh, A-Ashley. You're here." The woman waved nervously.

"Yeah." she nodded with a smile

"S-Sorry about calling you like this. But. I-I. I just needed some company." Wicke apologised and blushed

"Company?"

"Yes. I-I just need someone to talk to. And. And you're one of the nicest people I can talk too." Wicke answered honestly and nervously.

"Okay." Ashley smiled

"I. I don't have much time, socialising. Work and everything takes precedence." Wicke explained

"Okay." Ashley nodded

Wicke just sat there, nursing a glass of juice in her hands. "I. How have you been?"

"Fine." Ashley nodded

"And your family? How're they finding Alola?" She asked, trying to keep the conversation going.

"Oh, the kids are loving it!"

"Hmm. That's good." Wicke timidly answered. "I-I'm sorry. I'm not used to making conversations. I'm, not confident."

"Really?"

Wicke shook her head. "I mean...Look at me. I'm not really 'easy to talk to'."

"You are." Ashley nodded "You look like, and are, the sweetest woman ever."

Wicke put her juice down and covered her face. "Y-You're just saying that."

"No I'm not!" she urged, holding the woman's hands

Wicke looked up at Ashley and felt her cheeks flush.

Her heart beating faster

"Tell you what. Let me get dressed and we'll go out." Ashley offered

"Dressed?"

"Well, do you want me to go out with you dressed like I've JUST come from the beach?" Ashley asked, pointing to her feet which showed sand. "Unless you WANT me to be a 'beach babe'."

Wickie was silent and blushed brightly

Ashley smiled and giggled at her reaction

"S-Sorry." Wicke hugged herself, unintentionally making her sweater covered breasts push up.

Ashley gulped and smiled

"P-Perhaps. We can. Go to a cafe?" Wicke offered, not knowing what to do, since she wanted company, but her mind was getting so flustered she said the first thing that came to her head.

"Of course."

The two women got up and headed to a local cafe, since that was what Wicke wanted and Ashley seemed happy to oblige. Aside from the trials she had been on, the holiday was fantastic.

With Ashley still in her swimwear

It looked a LITTLE sketchy, but with the all round fun in the sun, it wasn't THAT strange among the populous.

"Table for two, please." Ashley asked the waiter as they went for an outside table.

"I. I have to admit, you're VERY confident, Ashley." Wicke admitted

"You don't know the half of it."

"Wish I could be." Wicke frowned

"Hey, enough of that. Okay?" Ashley answered. "Stop beating yourself up. You're amazing."

"Maybe if someone treated me like a princess, maybe that'd help. But, I couldn't ask that of you." Wicke joked lightly.

"I would, happily." Ashley giggled "I think my bikini could pass as a harem girl outfit."

Wicke blushed at that, hearing such a thing. "I-I could. Um." She mumbled, getting flustered

"You could, what?"

"I-I could see that." Wicke admitted

"Aww. Thank you." Ashley smiled

"What would you like, ladies?" The waitress asked and trying not to stare

"Two waters, please. With ice." Wicke asked quickly.

"What about some malasadas?" Ashley asked

"Okay, two malasadas and two waters. Be right back." The waitress answered

Ashley smiled, wiping her sweaty forehead with a soft sigh

Wicke looked at Ashley cutely and embarrassedly.

Like the shy nerdy girl hanging out with the head cheerleader... If said head cheerleader wasn't a bitch

'Hmm.' Ashley thought before quietly typed a text to Sabrina, giving her a heads up on what was going on and a potential plan for later.

She sat back, relaxing

"I. I have to ask. How strong of a trainer are you?" Wicke asked, noting how well Ashley was doing.

"I like to think I'm strong." Ashley smiled, wondering if she SHOULD list off the tournaments she'd won or if that would be boasting

"And I guess you'd feel boastful if I asked you which you won." Wicke blushed

"Well, if you're asking I can tell you. But I don't want to seem arrogant."

"I won't see it as arrogant." Wicke responded in defence.

"Okay." Ashley sighed and told her achievements

Wicke gasped as she heard all of the achievements, she was honestly impressed...and felt her hips shudder gently.

She felt her stomach get warm

"Are you okay, Wicke?" Ashley asked, seeing the woman squirm a little.

"Yes." she squeaked with a massive blush

"Hey, later tonight; would you like to come over to my hotel room tonight?" Ashley offered.

"I... Okay." she gulped

*Time Skip*

Wicke was now outside of Ashley and Sabrina's temporary home.

Biting her lip, wondering what would happen

The door opened as Sabrina and Ashley were waiting for her. "Hey, you're here." Ashley smiled

"Y-yeah. I'm here." Wicke responded as she walked in. "Th-thank you for inviting me."

"Of course." Ashley answered as she bowed a bit, being over dramatic

"You don't have to be like that." Ashley smiled as she closed the door, she was wearing a dressing gown that covered all the way down to her ankles, with only the faint sight of her toes.

Wicke nodded, taking her shoes off

"Some long boots, you have there." Ashley teased.

"Yeah, part of my uniform." She nodded

"They look sexy." Ashley praised

Wicke coughed gently and blushed, admitting that this praise was welcome.

"Now, can I show you around a little?" Ashley offered

"Oh, yes. Thank you." Wicke nodded and followed her.

Ashley lead Wicke to the bedroom, which made her eyes widen. "Oh my god!"

"Ah, so YOU'RE Wicke~." Sabrina smirked as she saw the Aether Paradise scientist, wearing her Dominatrix outfit.

She held her whip tightly, licking her lips

"O-Oh my gosh!" Wicke gulped nervously, her legs shaking as she saw the Dominatrix before her.

"Oh, don't be so timid." Sabrina instructed. "We're gonna help you get more confident."

She walked up, brushing the handle of the whip against her chin

"B-b-but. I-I'm not-" Wicke blushed as she felt her body shudder.

"Not what?" she asked, kissing the purple haired woman

Wicke moaned as she felt her body shudder as Sabrina kissed her; while Ashley hugged and rubbed down Wicke's body.

'Oh my god, she's so cuddly~!' Ashley thought happily.

She pulled back and gently removed her dressing gown

Wicke gasped as she saw Ashley's 'lack of clothes', having a sexy attire that made the cuddly scientist hot under the collar.

A sexy small bra, a thong which might as well have just been string. Both in a cute purple

"Now. Strip." Sabrina instructed with a smile.

"Strip?"

"Both of us are near-naked. It's YOUR turn now." Sabrina smiled, gently grabbing her breasts

She reached up, helping her out of her cloths

Wicke blushed as her body was exposed. Her breasts were bigger than Sabrina's, her stomach was nice and cuddly while her panties and bra were a sexy white lace.

"Oh my god, you're ADORABLE!" Ashley smiled, hugging Wicke.

"What?" she blinked

"You're like a teddy bear. Huggable!" Ashley explained and played with Wicke's breasts and rubbed her stomach

Wicke blushed and looked away

"Stop. Don't look away and don't feel ashamed." Sabrina ordered, giving Wicke some hard truth.

She forced the woman to look up and look at the two of them

"Tonight, you're going to get some confidence. Ashley did this for you, and WE are going to help you be a sexy Madonna." Sabrina answered. "Okay?"

"Okay." she nodded, wondering what her role in all this was

"Ashley. Lie on the bed, love." Sabrina instructed.

"Yes, Mistress." Ashley answered, kissing her wife lovingly, before slipping into her role.

She sat there, waiting eagerly

"Now. Give her an order." Sabrina whispered to Wicke, telling her what to do.

"An...Order?"

"Yeah, my wife's a submissive. Meaning she'll take orders." Sabrina smiled seductively, before turning serious. "Within reason. If there's anything TOO crazy, or dangerous I WILL break them."

"Honey, you're scaring her." Ashley frowned.

"Sorry baby." Sabrina said and kissed her

"O-Okay. Ashley. C-Can you?" Wicke nodded quickly from Sabrina's protective terror and was fumbling her words. "M-masturbate?"

"Yes, Miss Wicke." Ashley nodded, going to a bag and grabbed some lube and a dildo.

She smiled, making sure to make a show of what she was doing

She pulled down her panties after she lubed up the dildo and her ass-pussy. "HMM~!" She moaned as she penetrated her ass with the dildo.

She bit her lip, sliding the fake member teasingly into her asshole

"Hmm~, that's nice." Sabrina purred gently

Wicke nodded slowly, almost entranced by Ashley's motions.

Ashley, presenting herself to them as she played with herself

The sight of this had made both Sabrina and Wicke wet for her, seeing this slutty married woman pleasure herself in front of them. 'What... Do I do?'

"Wicke? Mistress? What should I do?" Ashley panted "What should I do~"

Wicke gulped as she went over and rubbed Ashley's ass, feeling how soft and round it was. Jealous that she didn't have this supple ass.

Jealousy making her hand come down and slap it

"Hmm~! Miss Wicke." Ashley gasped.

"This. Small. Ass!" Wicke's hand shuddered as she repeated the slap.

Ashley gasped again, cumming

"How DARE you have such a tiny ass!" Wicke whimpered as she slapped Ashley again, somewhat feeling guilty for herself.

"Oh, but your ass is nice to." Sabrina praised

"I. I've always been told." Wicke sniffed gently and wept making the two frown and hug her

Sabrina shushed her gently, reassuring her like a child. "It's okay. We're here for you."

"Yeah." Ashley nodded as she stopped what she was doing

"I'm sorry. I-I've always been put down." Wicke apologised

Making the two hold her closer

"It's okay." Ashley soothed "We're here for you."

"Thank you." Wicke cried, accepting the hug. "Thank you so much!"

*Time Skip*

It was the following morning, Wicke was sandwiched between both Ashley and Sabrina.

Wicke could remember the last night, nothing much happened after Ashley's masturbating scene and her crying...But honestly, it was the most comfortable sleep she had in a long time.

She awoke, smiling softly

She leaned over and gently kissed the two of them on their cheeks. It was the least she could do.

'Thank you.' She thought, leaving a note and left after getting dressed.

"You're not even gonna wait for us to wake up?" Ashley asked, her eyes still closed

"A-Ashley." Wicke whispered in shock, hearing her voice. She had stopped before she had reached the door.

"Kinda rude." Ashley pouted

"I'm sorry, I didn't mean to but...I needed to go." Wicke apologised

"Why?"

"I. Well, I've never been late to my job before. I've always had a routine. And...it's hard for me to break it now." Wicke admitted

Ashley sat up, smiling gently

"Will you come over again?" Ashley offered

"If... You want me to." she blushed

"I think we WILL want you too." Ashley nodded happily making the plumper woman nod with tears of joy

All the while, Sabrina was giving off a small secret smile on her sleeping face. She could hear ALL of this.

To Be Continued

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